
Holiday rentals with outdoor seating in Middleburg
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Middleburg
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

1920 Carriage House on Riverfront Estate
1920 Carriage House on lush private estate. Renovated and charming! Situated on secluded, majestic 6 acre riverfront property on the St. John’s River. Enjoy park like grounds filled with azaleas, ancient oak and hickory trees, dripping in Spanish moss. Sit back and watch and listen to hawks and bald eagles overhead! Wake up to a magical sunrise each day! See the manatees lazily grazing! Bass Pro Shop shot their Spring Catalogue here! Owners home is on the property and they are always available

The Flemingo- Game Room 3 Kings
Welcome to the Flemingo where can relax on the back patio with a glass of wine and twinkling string lights above. You'll watch the dogs and kids play in the large fenced yard while throwing a frisbee (provided). You'll love cooking a delicious meal in the spacious kitchen. You’ll have a blast in the garage game room! Battle it out on the air hockey table, foosball, darts or boxing bag. At night, the kids will hang out in the garage game room, in the living room playing board games or on

Beautiful 3 bedroom 2 bathroom waterfront home
Welcome to Cedar house, located on Drs. lake in orange park Fl. Conveniently located to 295 and just 15 mins from N.A.S. Jax ,30 mins from down town Jax, and 30 mins from the shopping at St johns town center, our home has been recently remodeled in 2022 and is a cosy and relaxing escape. With brand new kitchen, bathrooms, and open floor plan and the new dock/ boat house its perfect for getting the boat on the water or relaxing with friends/family and enjoying the fishing under the Florida sun.

Modern Orange Park Home w/6+Beds&Wash/Dryer Fence
Stylishly renovated home North of Middleburg and South of Orange Park Florida. 6+beds TV’s IN ALL ROOMS, available for use to accommodate up to 9 people. One King bed, 2 twin beds, double bed, a pull out queen sofa bed, and air mattress. Peace and quiet just minutes away from the city yet still comfortable. The home is close to many restaurants, grocery stores, banks, gas stations, and main hospital (1/2-2+miles). There are creeks and lakes locally to fish, parks. Beaches approx. 45 mins.

A Private Loft at Grand Landings Equestrian Center
Welcome to "The Loft" at Grand Landings LLC! Enjoy a taste of the country in our over-the-barn apartment, conveniently located on the outskirt of Jacksonville, Florida. Our recently renovated loft offers all the luxuries of home and comfortably sleeps 4 (with the option of a crib upon request). Enjoy a one-of-a-kind experience and go on a ride on our friendly horses, or venture out and enjoy easy access to nearby natural springs, beaches and restaurants. There's something here for everyone!

Nature Cozy Home
Located in Orange Park FL , this rural, rustic, colorful getaway can be your home away from home! Guests can enjoy the forested and vintage scenery that reminds one of simpler times. The designated parking area is indicated by the, sign of three flowers at the left side of the driveway. Guests will also have their own seating area. Please note we have another Listings: Retreat Mobile Camper (back to house) and Guest Suite (attached to house)on the property! , with everything private Thanks

Tent 2-Relax,Retreat, Revive-boutique camping -A/C
-Experience nature with all the comforts of home-A/C keeps you cool! Heater keeps you warm! - Casper King size bed, deck,fire pit, coffee maker, -Private bathhouse - Located on Black Creek - Large above ground pool with deck - Grill - Less than 15 min from grocery stores/local restaurants - 40 min from downtown Jax - 50 min to St. Augustine If having difficulty booking your preferred date or you have a group, message us for more info on 1 additional tent and cabin on property .

Rustic Owl in Fleming Island with 2 Kings
From our family to yours. Located in the heart of Fleming Island, Rustic Owl was designed and appointed with extended family in mind. We wanted a space for families to visit, relax and enjoy each other.... while being comfortable. This gem offers comfy beds, smart TVs, an open floor plan, laundry facilities, upgrades throughout and with inviting outdoor spaces that overlook a rustic nature preserve. Super clean, Super Fast Wifi and well appointed amenities. Level 2 EV Charger.

Cozy Private Guest Room - Entire Studio Suite
This gorgeous and elegant Suite style room with a great Westside location. Very private, warm and Comfortable large Bedroom where you can have some privacy to work or just relax after a long day. Most of our guests are coming from all over the country for special events, or simply for a getaway as a couple. Brand new furniture’s, smart TV, WIFI, and Netflix. Electronic lock door and security measures, safety and friendly neighborhood You'll love this unique and romantic escape.

The Shire on 1 acre marshfront with dock and Spa
One of a kind 1930s historic home, newly renovated and transformed into a beautiful secluded getaway. new luxury finishes, while holding its traditional charm. No Events allowed. Rooftop deck, sunrise views of the Atlantic ocean, Downtown, and sunsets over the river. The new dock with covered roof hosts a national geographic like eco system. It’s short walk to the beach and 3 miles to downtown St George street. Follow along @carcabaroad for weekly content of the home.

Secluded, Cozy Guest Suite on Black Creek
Come down the driveway and escape the world. Situated on the North Prong of Black Creek, this cute studio suite offers rural with benefits. There's something for all outdoor lovers- birdwatching, kayaking, fishing, paddle boarding, wildlife, and more. If you want to just listen to the birds and cicadas, that's ok, too. The apt has a microwave, Keurig, toaster, and small fridge. Wifi is fast for remote working.

Single House:12guests/4beds/2baths/huge backyard
Spacious, cozy and clean house inside and outside relaxation, for either a large family or a large company. The house accommodates up to 12 guests. The house is located 3 minutes away from Oakleaf Town Center( Ross, Target, HomeGoods, Cafes, Restaurants, etc). THE HOUSE IS A PERFECT GET AWAY HOME TO RELAX AND ENJOY MUCH NEEDED R & R. LOOKING FORWARD TO SHARING OUR BEAUTIFUL HOME WITH YOU AND YOUR GUESTS.
Popular amenities for Middleburg outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Historic Whitney House •Designer•Steps2Attractions

Cozy Home with Heated Private Pool and Patio

Private oasis, heated pool, exceeds expectations

Riverside Retreat with Bikes & Fire Pit

Condé Nast Featured | Lakefront Escape + Hot Tub

Paradise Palms Estate

Fan Fave Waterfront: Lion’s Bridge & Old Town View

• The Crooked Palm • Beach Cottage
Apartment rentals with outdoor seating

Lakefront Retreat Apartment Remodeled, Premium Bed

Seahorse Studio (Very Walkable + Free Parking)

Charming Vintage Intracoastal Apartment

Condo near Downtown St Augustine/beach/golf

Jax Jaguars Family Frdly Ste w/POOL/Pet Frdly

Cozy Canvas- Kng Bd w/ kitchenette & private deck

The Cozy Basement in San Marco

Fernbank on beautiful Lake Alto. Laketime Getaway
Condo rentals with outdoor seating

Riverfront direct views-Get it ALL in St Augustine

BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO WITH POOL

St Augustine Beach, comfy condo

Middle of Historic District + Quiet at Night

Beachcomber Oceanfront 180* panoramic view

Be A Nomad | Top Floor 3BR Ocean Jax Beach

Luxury Golf & Spa condo in Beautiful St. Augustine

Wade n Sea Ocean Front Condo
When is the best time to visit Middleburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $171 AUD | $171 AUD | $174 AUD | $174 AUD | $170 AUD | $170 AUD | $170 AUD | $170 AUD | $167 AUD | $170 AUD | $152 AUD | $158 AUD |
| Avg. temp | 13°C | 15°C | 17°C | 20°C | 24°C | 27°C | 28°C | 28°C | 26°C | 22°C | 17°C | 14°C |
Quick stats about holiday rentals with outdoor seating in Middleburg

Total holiday rentals
Explore 20 holiday rentals in Middleburg

Nightly prices starting at
Middleburg holiday rentals start at $98 AUD per night before taxes and fees

Verified guest reviews
Over 1,230 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Middleburg holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Middleburg rentals

4.9 Average rating
Middleburg stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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- EverBank Stadium
- University of Florida
- St Augustine Amphitheatre
- Paynes Prairie Preserve State Park
- VyStar Veterans Memorial Arena
- Lightner Museum
- Summer Haven st. Augustine FL
- Kathryn Abbey Hanna Park
- Fountain of Youth Archaeological Park
- Saint Augustine Town Plan Historic District
- Depot Park
- St Johns Town Center
- TPC Sawgrass
- Adventure Landing Jacksonville Beach
- Ravine Gardens State Park
- University of North Florida
- Fort Clinch State Park
- Vilano Beach Fishing Pier
- St. Augustine Alligator Farm Zoological Park
- Memorial Park
- Lochloosa Lake
- Florida Museum of Natural History
- Little Talbot
- Guana Reserve Middle Beach




